CYTOCHALASIN D

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0006

CAS

22144-77-0

Product Name

CYTOCHALASIN D

Structure

Product Details

Description

It is produced by the strain of Metarrhizium anisopliae, Coriolus vernicipes. It has many biological activities, such as inhibiting cytokinesis reversibly, inhibiting megasophil endocytosis and exocytosis.

Synonyms

(3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-15-(Acetyloxy)-3,3a,4,5,6,6a,9,10,12,15-decahydro-6,12-dihydroxy-4,10,12-trimethyl-5-methylene-3-(phenylmethyl)-1H-cycloundec[d]isoindole-1,11(2H)-dione; (7S,13E,16S,18R,19E,21R)-[11]21-(Acetyloxy)-7,18-dihydroxy-16,18-dimethyl-10-phenylcytochalasa-6(12),13,19-triene-1,17-dione; (-)-Cytochalasin D; 1H-Cycloundec[d]isoindole-1,11(2H)-dione, 15-(acetyloxy)-3,3a,4,5,6,6a,9,10,12,15-decahydro-6,12-dihydroxy-4,10,12-trimethyl-5-methylene-3-(phenylmethyl)-, [3S-(3R*,3aS*,4R*,6R*,6aS*,7E,10R*,12S*,13E,15S*,15aS*)]-; NSC 209835; Zygosporin A; Cytohalasin D; Lygosporin A

IUPAC Name

[(1R,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate

Molecular Weight

507.62

Molecular Formula

C30H37NO6

Canonical SMILES

CC1CC=CC2C(C(=C)C(C3C2(C(C=CC(C1=O)(C)O)OC(=O)C)C(=O)NC3CC4=CC=CC=C4)C)O

InChI

InChI=1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24+,25-,26+,29+,30+/m0/s1

InChIKey

SDZRWUKZFQQKKV-JHADDHBZSA-N

Boiling Point

712.1 °C at 760 mmHg

Melting Point

268-271 °C

Flash Point

87°C

Purity

>98%

Density

1.23 g/cm3

Solubility

Soluble in Acetone, Ethanol, Methanol, DMF, DMSO; Poorly soluble in Water

Appearance

White Solid

Application

Anti-hypertensive

Storage

-20 °C

BRN

1632828

Color

Off-white to cream-beige

Definition

ChEBI: An organic heterotricyclic compound that is a mycotoxin produced by Helminthosporium and other moulds which is cell permeable and a potent inhibitor of actin polymerisation and DNA synthesis.

EINECS

244-804-1

Form

Crystalline Powder

Hazard Class

6.1(a)

Hazard Codes

HS Code

29337900

Packing Groups

pKa

11.95±0.70(Predicted)

Refractive Index

1.6310 (estimate)

RIDADR

UN 1544 6.1/PG 2

Risk Statements

25-63

RTECS

GZ4850000

Safety Statements

36/37-45

Stability

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.

Toxicity

LD50: 18.5 mg/kg (Subcutaneous, Mouse).

Uses

Cytochalasin D acts as an anti-hypertensive drug acting on human intestinal epithelial caco-2 cells. Also has activity in HMG-CoA reductase inhibitors used in the lowering of cholesterol. Actin inhibitor, actin polymerization inhibitor affecting cell movement, growth, phagocytosis and even secretion.

WGK Germany

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